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Search results; Over 1,000 homes in Caledon

Superhost
Boutique hotel in Caledon
Cheltenham Suites - The Badlands Suite
2 bedrooms, 2 beds, 1 shared bath
Sep 27–Oct 2
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4.81 out of 5 average rating, 75 reviews
Home in Caledon
Gorgeous Caledon Getaway!
2 bedrooms, 2 beds, 2 baths
Aug 20–25
New place to stay
Guest favourite
Home in Caledon
Modern-Detached 5 Bedroom~100% Spotless-Sleeps 13
5 bedrooms, 7 beds, 4.5 baths
Aug 25–30
4.9 out of 5 average rating, 20 reviews
Guest favourite
Home in Caledon
Modern Family Home•Fireplace•Backyard•NearBrampton
3 bedrooms, 3 beds, 2.5 baths
Sep 27–Oct 2
4.93 out of 5 average rating, 81 reviews
Top guest favourite
Townhouse in Orangeville
Lightweight Townhouse
3 bedrooms, 3 queen beds, 2.5 baths
Aug 16–21
5.0 out of 5 average rating, 7 reviews
Guest favourite
Guest suite in Bolton West
Guests praise:Spotlessly Clean, SelfCheck-In, WiFi
2 bedrooms, 2 queen beds, 1.5 baths
Aug 26–31
4.99 out of 5 average rating, 88 reviews
Guest favourite
Apartment in Orangeville
The Green Lodge - Upper Level Raised Bungalow
2 bedrooms, 2 queen beds, 1 bath
Aug 22–27
4.95 out of 5 average rating, 19 reviews
Home in Orangeville
Home Away From Home.
1 bedroom, 2 beds, 1 bath
Aug 16–21
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Caledon
Luxury - Sleeps 10 - Smart Home - PS5 - 85” OLED
4 bedrooms, 6 beds, 3.5 baths
Sep 20–25
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Guest suite in Orangeville
"Country Escape" Guest Suite
2 bedrooms, 3 beds, 1 bath
Aug 17–22
4.97 out of 5 average rating, 74 reviews
Guest favourite
Home in Orangeville
The Crown Suite
1 bedroom, 2 beds, 1 bath
Aug 16–21
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Apartment in Halton Hills
Stylish In-Law Suite in Georgetown
1 bedroom, 2 beds, 1 bath
Sep 11–16
4.94 out of 5 average rating, 103 reviews
Cabin in Mono
Mono Centre Trail Side Doe Cabin
1 bedroom, 1 queen bed, 1 bath
Aug 13–18
New place to stay
Guest favourite
Home in Caledon
Modern 2BR Private Suite | Prime Location
2 bedrooms, 2 queen beds, 1 bath
Aug 22–27
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Bradford West Gwillimbury
Cottage Retreat, Sauna, campfire, full disconnect
2 bedrooms, 3 queen beds, 1.5 baths
Aug 30–Sep 4
5.0 out of 5 average rating, 14 reviews
Apartment in Alton
Serene historic village retreat.
1 bedroom, 1 bed, 1 bath
Aug 25–30
Guest favourite
Apartment in Alton
The Potters Retreat
2 bedrooms, 2 king beds, 1.5 baths
Aug 17–22
4.97 out of 5 average rating, 37 reviews
Guest favourite
Guesthouse in Orangeville
Hideaway newly built
1 bedroom, 4 beds, 1 bath
Aug 12–17
5.0 out of 5 average rating, 7 reviews
Superhost
Cabin in Bradford West Gwillimbury
The Maple Lodge
2 bedrooms, 3 queen beds, 1 bath
Aug 30–Sep 4
New place to stay